Question From Weston

Weston

"Okay so here is the thing, I am going to be a Junior now, as well as she, and I have been crushing on her since the beginning of my Freshman year. She has told me she was crushing on me extremely hard since 8th grade, but we were shy at talking lol, I know I'm not very smooth with the ladies. I dated her best friend for 3 months and she tried to date mine for like 2 weeks, then we both realized we still kinda a thing for each other. Our relationship has been flirty but never has progressed. It seems as if we talk for like a day and then she's not interested and then don't talk for a while. She has told me she feels as if i don't like her. It bothers her that i dated her friend. But the truth is, ha, I never can stop thinking about her. I literally have her on my mind when i go to bed and wake up. I had a dream where we went on our first "official" date and we just simply were holding hands and she was kinda leaning on me during a movie. I woke up with a smile on my face just to come to the realization that it never happened. Best dream ever by far lol. I guess the ultimate goal of this is to ask how i go about pursuing an actual relationship. I am confident that she still likes me, i just don't want to go and make her feel uncomfortable or obligated to do something she doesn't want. I hope this all makes sense, i've kinda rambled. I know people are going to say you just gotta grow a pair and tell her how you feel, but how do i even set up the conversation about it?"

Weston, it sounds that you really like her! Why not just admit to her that you have feelings for her? She obviously likes you back, so I think that the best thing to do in this situation is to tell her that she makes you happy. Tell her that you want to be with her and that you hope she feels the same. Also tell her about the dream you had. If you don't make it sound to creepy then she will think that it is sweet and it will most likely make her want to go on a date with you. I think that you have to be honest about your feelings with her and hopefully she will feel the same way! You said above that you don't know how to set up the conversation with her, why not just go up to her and tell her. You just need to have 30 seconds of courage, which can lead to great happiness. Make sure that you talk to her in private though, so she doesn't feel like you are forcing her to say yes. Hope this helps!

With great love,

Jill